3,5-Bis-trifluoromethylphenylboronic acid → 2-(5-Hydroxy-3',5'-bis-trifluoromethyl-biphenyl-3-yl)-4-methyl-pentanoic acid methyl ester

HRID 226517Notes

Reaction equation

HRID 226517 reaction equation
[CH3:1][O:2][C:3](=[O:31])[CH:4]([C:9]1[CH:14]=[C:13]([O:15]S(C(F)(F)F)(=O)=O)[CH:12]=[C:11](OCC2C=CC=CC=2)[CH:10]=1)[CH2:5][C:6]([CH3:8])=[CH2:7].[F:32][C:33]([F:48])([F:47])[C:34]1[CH:35]=[C:36](B(O)O)[CH:37]=[C:38]([C:40]([F:43])([F:42])[F:41])[CH:39]=1>>[CH3:1][O:2][C:3](=[O:31])[CH:4]([C:9]1[CH:10]=[C:11]([C:36]2[CH:37]=[C:38]([C:40]([F:43])([F:41])[F:42])[CH:39]=[C:34]([C:33]([F:32])([F:48])[F:47])[CH:35]=2)[CH:12]=[C:13]([OH:15])[CH:14]=1)[CH2:5][CH:6]([CH3:7])[CH3:8]

Participants

3

Reactant 2

HCID 1562653,5-Bis-trifluoromethylphenylboronic acidHCID 577550372-(3-Benzyloxy-5-trifluoromethanesulfonyloxy-phenyl)-4-methyl-pent-4-enoic acid methyl ester

Product 1

HCID 577550022-(5-Hydroxy-3',5'-bis-trifluoromethyl-biphenyl-3-yl)-4-methyl-pentanoic acid methyl esterYield 38%

Procedure

The title compound was prepared in 38% yield from 2-(3-benzyloxy-5-trifluoromethanesulfonyloxy-phenyl)-4-methyl-pent-4-enoic acid methyl ester (prepared in Example 15, step (d)) under the conditions described in Example 15, step (e-f) using 3,5-bis-trifluoromethylphenylboronic acid in step (e).

Sources & evidence

ORD record
ord-5a0316afa5cb44a286c9a6b26bb3dc0d
Source dataset
uspto-grants-2009_07
Patent number
US07557244B2

Reaction notes

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